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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H26N2O4
Molecular Weight 382.4528
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LEVOTOFISOPAM

SMILES

CC[C@H]1C2=C(C=C(OC)C(OC)=C2)C(=NN=C1C)C3=CC(OC)=C(OC)C=C3

InChI

InChIKey=RUJBDQSFYCKFAA-OAHLLOKOSA-N
InChI=1S/C22H26N2O4/c1-7-15-13(2)23-24-22(14-8-9-18(25-3)19(10-14)26-4)17-12-21(28-6)20(27-5)11-16(15)17/h8-12,15H,7H2,1-6H3/t15-/m1/s1

HIDE SMILES / InChI

Molecular Formula C22H26N2O4
Molecular Weight 382.4528
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Levotofisopam is the S-enantiomer of racemic tofisopam Monotherapy with levotofisopam led to clinically meaningful reduction of Serum Uric Acid (SUA) in patients with hyperuricemia and gout. Treatment was generally well tolerated with 23% of the patients experiencing gout flare. Increased fractional excretion of uric acid suggests that levotofisopam reduces SUA primarily through uricosuric activity. These results support further studies to investigate the potential role of levotofisopam for in the treatment of hyperuricemia in gout. Levotofisopam prescribed outside the United States for such stress-related disorders as anxiety, functional gastrointestinal disorders, and symptoms of menopause. Thought to affect autonomic tone via interaction with subcortical 2,3-benzodiazepine receptors, levotofisopam has shown promise in animal models of stress-related gastrointestinal dysfunction and menopause. We conducted a trial of levotofisopam in healthy human volunteers.Also was showed, that levotofisopam significantly reduced both objective and subjective measures of hot flash frequency in postmenopausal women within 7 days of treatment.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Secondary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
single dose: 50 mg, 100 mg, 200 mg, 300 mg, or 400 mg
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
11ZYL7QK34
Record Status Validated (UNII)
Record Version